| Challenger de Pune | 02/28 10:55 | 25 | [112] James Duckworth v Prajnesh Gunneswaran [313] | 6-7,6-2,6-3 | |
| Challenger Bengaluru | 02/21 07:10 | 25 | [321] Prajnesh Gunneswaran v Hamad Medjedovic [255] | 3-6,4-6 | |
| Challenger Bengaluru | 02/20 05:45 | 19 | [321] Prajnesh Gunneswaran v Carlos Sanchez Jover [361] | 6-4,6-3 | |
| Challenger Bengaluru | 02/19 07:10 | 14 | [319] Prajnesh Gunneswaran v Benjamin Lock [396] | 7-5,6-4 | |
| Challenger de Chennai | 02/14 06:35 | 25 | [313] Jay Clarke v Prajnesh Gunneswaran [319] | 4-6,6-3,7-6 | |
| Copa Davis | 02/04 09:00 | 5 | Elmer Moller v Prajnesh Gunneswaran | 4-6,6-7 | |
| ITF M25 Al Zahra | 01/29 14:00 | 29 | [491] Khumoyun Sultanov v Prajnesh Gunneswaran [339] | 2-6,6-7 | |
| ITF M25 Al Zahra | 01/28 11:00 | 28 | [339] Prajnesh Gunneswaran v Benjamin Hassan [298] | 6-4,2-6,6-0 | |
| ITF M25 Al Zahra | 01/27 08:00 | 27 | [415] Jakub Mensik v Prajnesh Gunneswaran [339] | 2-6,1-6 | |
| ITF M25 Al Zahra | 01/26 07:00 | 26 | Dax Donders v Prajnesh Gunneswaran | 3-6,2-6 | |
| ITF M25 Al Zahra | 01/25 13:20 | 25 | Guy Den Heijer v Prajnesh Gunneswaran | 1-6,6-7 | |
| ITF M25 Doha | 01/18 13:45 | 26 | Aleksandre Bakshi v Prajnesh Gunneswaran | 7-6,6-2 | |
| ITF M25 Doha | 01/17 16:15 | 25 | Tibo Colson v Prajnesh Gunneswaran | 4-6,0-6 | |
| Challenger de Nonthaburi | 01/11 03:00 | 26 | [343] Prajnesh Gunneswaran v Arthur Cazaux [382] | 7-6,6-7,3-6 | |
| Challenger de Nonthaburi | 01/09 08:25 | 25 | [237] Zdenek Kolar v Prajnesh Gunneswaran [343] | 3-6,3-6 | |
| ATP Pune | 12/31 05:30 | 14 | [159] Maximilian Marterer v Prajnesh Gunneswaran [348] | 7-6,3-6,7-5 | |
| Challenger de Yokkaichi | 11/22 05:15 | 25 | [165] Kaichi Uchida v Prajnesh Gunneswaran [347] | 6-3,1-6,6-3 | |
| Challenger de Champaign | 11/18 17:00 | 27 | [381] Prajnesh Gunneswaran v Ben Shelton [108] | 3-6,5-7 | |
| Challenger de Champaign | 11/16 17:25 | 26 | [381] Prajnesh Gunneswaran v Sebastian Fanselow [334] | 3-6,6-2,7-5 | |
| Challenger de Champaign | 11/14 22:55 | 25 | [158] Stefan Kozlov v Prajnesh Gunneswaran [381] | 6-3,3-6,4-6 | |
| Challenger de Knoxville | 11/09 22:20 | 26 | [382] Prajnesh Gunneswaran v Stefan Kozlov [159] | 4-6,3-6 | |
| Challenger de Knoxville | 11/08 19:50 | 25 | Prajnesh Gunneswaran v Blaise Bicknell | 6-1,6-2 | |
| Challenger de Sídney | 11/01 04:05 | 25 | [345] Prajnesh Gunneswaran v Max Purcell [241] | 6-4,6-7,6-7 | |
| Challenger de Playford | 10/25 06:05 | 25 | [349] Prajnesh Gunneswaran v James Duckworth [114] | 5-7,1-6 | |
| ITF M25 Sheffield | 10/07 09:00 | 28 | [444] Giles Hussey v Prajnesh Gunneswaran [350] | 6-4,7-5 | |
| ITF M25 Sheffield | 10/06 10:40 | 27 | [350] Prajnesh Gunneswaran v Mathys Erhard [399] | 6-2,6-1 | |
| ITF M25 Sheffield | 10/05 09:00 | 26 | Prajnesh Gunneswaran v Anton Matusevich | 6-3,4-6,6-2 | |
| ITF M25 Sheffield | 10/04 09:00 | 25 | [350] Prajnesh Gunneswaran v Daniel Little [419] | 6-3,6-4 | |
| Copa Davis | 09/17 15:40 | 5 | Viktor Durasovic v Prajnesh Gunneswaran | Cancelled | |
| Copa Davis | 09/16 16:00 | 1 | [2] Casper Ruud v Prajnesh Gunneswaran [335] | 6-1,6-4 |
Prajnesh Gunneswaran (Chennai, India, 12 de noviembre de 1989)[1] es un tenista indio.[2] Su mejor puesto en la Clasificación ATP individual ha sido el 75.º en abril de 2019, y en dobles, el 248.º en 2018. A nivel individual ha logrado dos títulos de la categoría Challenger.[3]